GB1354246A - 1,4-dihydro-3-2h-isoquinoline derivatives and a process for the preparation thereof - Google Patents
1,4-dihydro-3-2h-isoquinoline derivatives and a process for the preparation thereofInfo
- Publication number
- GB1354246A GB1354246A GB2389672A GB2389672A GB1354246A GB 1354246 A GB1354246 A GB 1354246A GB 2389672 A GB2389672 A GB 2389672A GB 2389672 A GB2389672 A GB 2389672A GB 1354246 A GB1354246 A GB 1354246A
- Authority
- GB
- United Kingdom
- Prior art keywords
- formula
- prepared
- reacting
- group
- dihydro
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Expired
Links
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C255/00—Carboxylic acid nitriles
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D217/00—Heterocyclic compounds containing isoquinoline or hydrogenated isoquinoline ring systems
- C07D217/22—Heterocyclic compounds containing isoquinoline or hydrogenated isoquinoline ring systems with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to carbon atoms of the nitrogen-containing ring
- C07D217/24—Oxygen atoms
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
1354246 1,4-dihydro-3(2H)-isoquinoline derivatives EGYT GYOGYSZERVEGYESZETI GYAR 22 May 1972 [27 May 1971 (2)] 23896/72 Heading C2C A substituted 1,4-dihydro-3(2H)-isoquinolinone of the Formula V where R represents a phenyl, C 1 to C 3 alkylphenyl, nitrophenyl, trifluoromethylphenyl, halophenyl, or pyridyl group; R 2 and R 3 are the same or different, and are a straight or branched chained C 1 to C 6 alkyl group; and R 4 and R 5 are the same or different and are a hydrogen atom, a C 1 to C 4 alkyl group or a C 1 to C 2 alkoxy group; providing that one of R 2 and R 3 may be a hydrogen atom, and that both of R 2 and R 3 may not represent methyl groups when R represents an unsubstituted phenyl group is prepared by (a) subjecting an arylidene-bis-phenylacetamide of Formula II to ring closure in the presence of polyphosphoric acid at a temperature of from 15‹ to 150‹ C. or (b) reacting a nitrile or amide of Formula III where X = -CN or -CONH 2 , with an aldehyde of formula R-CHO in the presence of polyphosphoric acid at a temperature of from 100‹ to 140‹ C. Compounds of Formula IV where R 6 represents an aminophenyl group may be prepared by reducing the corresponding 1- nitrophenyl derivative. The compounds of Formulae I and IV may be used in pharmaceutical compositions. The arylidene-bis-phenyl acetamide of Formula II may be prepared by reacting the appropriately substituted benzyl cyanides or phenylacetamides with benzaldehyde. The nitriles of Formula III may be prepared by reacting benzylcyanide with the appropriate alkylhalide. The amides of Formula III may be prepared by reacting the corresponding nitriles with hydrogen peroxide.
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| HUMA002239 | 1971-05-27 | ||
| HUMA002238 | 1971-05-27 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB1354246A true GB1354246A (en) | 1974-06-05 |
Family
ID=26318504
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB2389672A Expired GB1354246A (en) | 1971-05-27 | 1972-05-22 | 1,4-dihydro-3-2h-isoquinoline derivatives and a process for the preparation thereof |
Country Status (6)
| Country | Link |
|---|---|
| AT (1) | AT319248B (en) |
| BE (1) | BE784037A (en) |
| DE (1) | DE2225669A1 (en) |
| FR (1) | FR2139063B1 (en) |
| GB (1) | GB1354246A (en) |
| NL (1) | NL7207177A (en) |
Families Citing this family (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| HU167263B (en) * | 1973-02-12 | 1975-09-27 | ||
| DE2309367A1 (en) * | 1973-02-24 | 1974-09-05 | Hoechst Ag | 1,4-DIHYDRO-4-H-ISOCHINOLINE DERIVATIVES AND THE PROCESS FOR THEIR PRODUCTION |
| IL45823A (en) * | 1973-10-20 | 1977-10-31 | Hoechst Ag | Substituted 1-phenyl-4-alkyl(dialkyl or cyclic) aminoalkyl-1,4-dihydro-2h-isoquinoline-3-one derivatives |
-
1972
- 1972-05-22 GB GB2389672A patent/GB1354246A/en not_active Expired
- 1972-05-24 AT AT447572A patent/AT319248B/en not_active IP Right Cessation
- 1972-05-25 FR FR7218742A patent/FR2139063B1/fr not_active Expired
- 1972-05-26 NL NL7207177A patent/NL7207177A/xx not_active Application Discontinuation
- 1972-05-26 BE BE784037A patent/BE784037A/en not_active IP Right Cessation
- 1972-05-26 DE DE19722225669 patent/DE2225669A1/en active Pending
Also Published As
| Publication number | Publication date |
|---|---|
| AT319248B (en) | 1974-12-10 |
| FR2139063B1 (en) | 1975-12-26 |
| BE784037A (en) | 1972-09-18 |
| DE2225669A1 (en) | 1972-12-28 |
| FR2139063A1 (en) | 1973-01-05 |
| NL7207177A (en) | 1972-11-29 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| PS | Patent sealed | ||
| PCNP | Patent ceased through non-payment of renewal fee |